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MDW - IAD

$50 Find Cheap Flights from Chicago Midway Airport to Washington Dulles Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Dulles Intl departing on 4/15. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult

Search hundreds of travel sites at once for deals on flights to Washington Dulles Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Washington, D.C., as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Washington, D.C., as well as popular online travel agencies
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Cheap Flight Deals from Midway to Dulles Intl (MDW-IAD)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Dulles Intl that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Midway to Dulles Intl

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Midway to Dulles Intl.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
10:50 am - 7:44 pmMDW-IAD
7h 54m1 stop
12:58 pm - 9:33 pmIAD-MDW
9h 35m1 stop
$100Frontier
Find Deal
Tue, Apr 8 - Wed, Apr 16
8:12 am - 3:03 pmMDW-IAD
5h 51m1 stop
10:09 am - 3:32 pmIAD-MDW
6h 23m1 stop
$104Frontier
Find Deal
Wed, Mar 5 - Tue, Mar 11
8:12 am - 3:03 pmMDW-IAD
5h 51m1 stop
10:09 am - 3:32 pmIAD-MDW
6h 23m1 stop
$109Frontier
Find Deal
Wed, Mar 5 - Tue, Mar 11
9:23 am - 4:18 pmMDW-IAD
5h 55m1 stop
6:00 am - 8:40 amIAD-MDW
3h 40m1 stop
$197Delta
Find Deal
Wed, Apr 9 - Wed, Apr 16
9:23 am - 4:44 pmMDW-IAD
6h 21m1 stop
6:00 am - 8:40 amIAD-MDW
3h 40m1 stop
$217Delta
Find Deal
Sat, Apr 12 - Wed, Apr 16
6:42 pm - 11:07 pmMDW-IAD
3h 25m1 stop
1:44 pm - 6:20 pmIAD-MDW
5h 36m1 stop
$223Delta
Find Deal
Sun, Apr 13 - Wed, Apr 16
9:25 am - 4:43 pmMDW-IAD
6h 18m1 stop
6:00 am - 8:45 amIAD-MDW
3h 45m1 stop
$243Delta
Find Deal
Sat, Mar 29 - Tue, Apr 1
9:12 am - 1:55 pmMDW-IAD
27h 43m1 stop
3:53 pm - 7:13 amIAD-MDW
16h 20m1 stop
$356Allegiant Air
Find Deal
Fri, Jul 25 - Sun, Jul 27
2:54 pm - 1:55 pmMDW-IAD
22h 01m2 stops
3:53 pm - 7:13 amIAD-MDW
16h 20m1 stop
$397Allegiant Air
Find Deal
Fri, Jul 25 - Sun, Jul 27
2:54 pm - 1:55 pmMDW-IAD
22h 01m2 stops
9:25 am - 9:41 amIAD-MDW
25h 16m2 stops
$487Allegiant Air
Find Deal
Fri, Jul 25 - Sun, Jul 27

Flights from Midway to Dulles Intl - Travel Insights & Trends

Get data-powered insights and trends into flights from Midway to Dulles Intl to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Chicago Midway Airport to Washington Dulles Airport?

The average price of all round-trip flights from Chicago Midway Airport to Washington, D.C. Dulles Intl Airport clicked on KAYAK for each day over the last 12 months.
Your flight ticket price will generally be cheaper if you fly to Washington Dulles Airport on a Thursday and more expensive on a Thursday. On your return trip to Chicago Midway Airport, you should consider flying back on a Tuesday, and avoid Wednesdays for better deals.

Good to know

Cheapest flight

$50
Flight from Chicago Midway Airport to Washington Dulles Airport

When to book flights from Midway to Dulles Intl

Are your dates flexible? Find out the best times to travel from Midway to Dulles Intl based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago Midway Airport to Washington Dulles Airport flights

  • What is the cheapest flight from Chicago Midway Airport to Washington, D.C. Dulles Intl Airport?

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to Washington, D.C. Dulles Intl Airport was $50 for a one-way ticket and $100 for a round-trip.

  • Do I need a passport to fly between Chicago Midway Airport and Washington Dulles Airport?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airports will I be using when flying from Chicago Midway Airport to Washington Dulles Airport?

    Chicago Midway Airport and Washington Dulles Airport are both served by 1 main airport. You will leave Chicago Midway Airport from Chicago Midway and will be arriving at Washington, D.C. Dulles Intl.

  • Which aircraft models fly most regularly from Chicago Midway Airport to Washington Dulles Airport?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago Midway Airport to Washington Dulles Airport?

    SkyTeam is the only airline alliance operating flights between Chicago Midway Airport and Washington Dulles Airport.

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Washington Dulles Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to Washington Dulles Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Washington Dulles Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Washington Dulles Airport from Chicago Midway Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to Washington Dulles Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Washington Dulles Airport with an airline and back to Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and IAD can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Washington Dulles Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Washington Dulles Airport from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top airline flying from Midway to Dulles Intl

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Washington, D.C.. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Midway to Dulles Intl? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 8219 reviews
8.5Crew
8.2Boarding
7.9Entertainment
7.3Food
8.0Comfort
Airline reviews

Boarding is, as it always is… horrible. Gate lice. Slow moving zones. Too many people with carry ons

10.0 ExcellentStephen, Feb 2025SFO - JFK
Read more Delta reviews

Boarding is, as it always is… horrible. Gate lice. Slow moving zones. Too many people with carry ons

I loved having a most black flight crew during Black History Month; rather by design or accident I appreciated the representation. ❤️

This was the second flight this week with flight attendant Marcus I’m not sure if his last name is Lane or Lang but this guy is awesome. He funny, attentive and his service is 5 stars. Marcus makes business travel more enjoyable !

Although the flight left late, we arrived early. It was one of the quickest boarding and off boarding experiences I’ve had. It was kind of annoying the only drinks they had were water, coffee, and tea. The flight was very smooth, temperature was just right, and flight attendants were friendly.

Lower number on this flight so spaced out passengers. Able to enjoy more room to relax during flight. It was lovely.

Kind staff. Snacks are small but that’s the new normal.

The young man who was our flight attendant in first class was lazy and did not do his job well at all. Never offered drinks upon boarding - actually I take that back... said "are you okay with water" as if I do not want to get you anything else, only passed the snacks around once, got my drink order wrong and then never offered a second round of drinks. He was the worst I have ever seen on Delta and we fly a lot.

Great service. Great staff. Boarding was a little slow, but I think there was a service dog slowing things down.

Flight left early and arrived early. the whole trip was excellent.

Seats were really tight and the seat belts did not give enough slack.

Traveling to a place near Dulles Intl?

Book flights to Dulles Intl if you plan to visit one of these locations
Clinton

Everything you need to know for your flight from Midway to Dulles Intl

Information on your arrival and departure airports

Dulles Intl (IAD)
Chicago Midway Airport (MDW)

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